4.8 Article

A Concise Enantioselective Synthesis of (-)-Ranirestat

Journal

ORGANIC LETTERS
Volume 12, Issue 6, Pages 1276-1279

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol100167w

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Funding

  1. National Institutes of Health [GM33049]

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A concise, enantioselective synthesis of the potent aldose reductase inhibitor ranirestat (1) is reported. The synthesis was accomplished employing Inexpensive, commercially available starting materials. A palladium-catalyzed asymmetric allylic alkylation (Pd-AAA) of malonate 4 was utilized as a key transformation to construct the tetrasubstituted chiral center in the target.

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